- Cup Round: Preliminary
- Cup Round: Preliminary 2
- Cup Round:Round of 32
- Cup Round: Round of 16
- Quarter-Finals
- Semi-Finals
- Finals
 
1 - 4TSSL Cup round 1
2024
E.Flats NW #1
Zeta FC vs Molino City FC |
 
4 - 5TSSL Cup round 1
2024
E.Flats NW #4
Kensington Rovers II vs Toronto Operario |
 
3 - 2TSSL Cup round 1
2024
E.Flats NW #4
Bizzos FC vs Twente West Originals |
 
1 - 0TSSL Cup round 1
2024
E.Flats NW #1
Annex 97 Old Boys vs FC Torinos |
3 - 1TSSL Cup round 1
2024
E.Flats SE# 11
Caribbean Stars vs Molino City FC |
0 - 3TSSL Cup round 1
2024
E.Flats SE# 11
LOSTRACCOS FC vs System 3 |
 
0 - 7TSSL Cup round 1
2024
E.Flats NW #4
New Junction FC vs Real Nomads FC |
 
3 - 0TSSL Cup round 1
2024
G.Ross Lord # 4
The Herbal Cowboys vs SC Dacia |
0 - 6TSSL Cup round 1
2024
E.Flats NW #2
Nations United vs Toronto Irish |
2 - 1TSSL Cup round 1
2024
G.Ross Lord # 4
Indomitable SG vs Toronto Operario |
 
3 - 2TSSL Cup round 1
2024
Cherry Beach W
Toronto Rovers FC vs A7M Utd |
 
3 - 2TSSL Cup round 1
2024
G.Ross Lord # 4
Luton Shamrocks II vs Toronto Slovenia |
2 - 4TSSL Cup round 1
2024
Cherry Beach E
Annex II vs Morton |
3 - 11TSSL Cup round 1
2024
G.Ross Lord # 3
Islington United vs SA Ukraina |
 
0 - 3TSSL Cup round 1
2024
E.Flats NW #4
Toronto City FC vs Hungaria FTC |
0 - 4TSSL Cup round 1
2024
G.Ross Lord # 3
Bizzos FC vs Kensington Rovers |
0 - 2TSSL Cup round 1
2024
Cherry Beach E
Annex FC vs Scar Bros |
1 - 0TSSL Cup round 1
2024
G.Ross Lord # 4
Annex 97 Old Boys vs Globe and Mail FC |
4 - 1TSSL Cup round 1
2024
E.Flats NW #4
Uganda Cranes Toronto vs Sauce FC |
1 - 2TSSL Cup round 1
2024
G.Ross Lord # 4
Toronto Irish Rovers vs Luton Shamrocks |
5 - 0TSSL Cup Round 16
2024
Cherry Beach E
Scar Bros vs Indomitable SG |
3 - 0TSSL Cup Round 16
2024
Cherry Beach E
Luton Shamrocks II vs Toronto Irish |
3 - 2TSSL Cup Round 16
2024
G.Ross Lord # 4
Kensington Rovers vs Uganda Cranes Toronto |
3 - 0TSSL Cup Round 16
2024
G.Ross Lord # 4
Morton vs System 3 |
3 - 2TSSL Cup Round 16
2024
G.Ross Lord # 4
Caribbean Stars vs Luton Shamrocks |
3 - 0TSSL Cup Round 16
2024
Cherry Beach W
Real Nomads FC vs Toronto Rovers FC |
0 - 3TSSL Cup Round 16
2024
E.Flats NW #4
Annex 97 Old Boys vs The Herbal Cowboys |
3 - 2TSSL Cup Round 16
2024
Cherry Beach W
Hungaria FTC vs SA Ukraina |
1 - 0Tssl Cup Quarter Finals
2024
Cherry Beach W
Kensington Rovers vs Morton |
0 - 2Tssl Cup Quarter Finals
2024
Earlscourt
Real Nomads FC vs Luton Shamrocks II |
0 - 3Tssl Cup Quarter Finals
2024
Cherry Beach W
The Herbal Cowboys vs Caribbean Stars |
1 - 4Tssl Cup Quarter Finals
2024
Weston Lions
Hungaria FTC vs Scar Bros |
4 - 2TSSL Cup Semi Finals
2024
Weston Lions
Kensington Rovers vs Luton Shamrocks II |
1 - 0TSSL Cup Semi Finals
2024
L'amoreaux North # 5
Scar Bros vs Caribbean Stars |
4 - 3TSSL CUP Final
2024
Weston Lions
Scar Bros vs Kensington Rovers |